ChemicalBook > CAS DataBase List > 8-Bromoisoquinoline

8-Bromoisoquinoline

Product Name
8-Bromoisoquinoline
CAS No.
63927-22-0
Chemical Name
8-Bromoisoquinoline
Synonyms
8-BromoisoquinoL;8-BROMOISOQUINOLINE;Isoquinoline, 8-bromo-;8-Bromoisoquinoline 95%;8-Bromoisoquinoline >8-Bromoisoquinoline ,97%;8-Bromo-isoquinoline()/98%/50g;8-Bromoisoquinoline ISO 9001：2015 REACH
CBNumber
CB5217212
Molecular Formula
C9H6BrN
Formula Weight
208.05
MOL File
63927-22-0.mol
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8-Bromoisoquinoline Property

Melting point:
80,5 C
Boiling point:
312.3±15.0 °C(Predicted)
Density 
1.564±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2) (1:8): .5 mg/ml
form 
powder to crystal
pka
4.63±0.23(Predicted)
color 
Light orange to Yellow to Green
InChI
InChI=1S/C9H6BrN/c10-9-3-1-2-7-4-5-11-6-8(7)9/h1-6H
InChIKey
DPRIHFQFWWCIGY-UHFFFAOYSA-N
SMILES
C1C2=C(C=CC=C2Br)C=CN=1
CAS DataBase Reference
63927-22-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn,T
Risk Statements 
36/37/38-20/21/22-25
Safety Statements 
26-36-45
RIDADR 
2811
Hazard Note 
Irritant
HazardClass 
6.1
PackingGroup 
Ⅲ
HS Code 
29334900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical
Product number
B4144
Product name
8-Bromoisoquinoline
Purity
>97.0%(GC)(T)
Packaging
1g
Price
$48
Updated
2025/07/31
TCI Chemical
Product number
B4144
Product name
8-Bromoisoquinoline
Purity
>97.0%(GC)(T)
Packaging
5g
Price
$188
Updated
2025/07/31
Cayman Chemical
Product number
10007082
Product name
8-Bromoisoquinoline
Purity
≥99%
Packaging
500mg
Price
$33
Updated
2024/03/01
Cayman Chemical
Product number
10007082
Product name
8-Bromoisoquinoline
Purity
≥99%
Packaging
1g
Price
$53
Updated
2024/03/01
Cayman Chemical
Product number
10007082
Product name
8-Bromoisoquinoline
Purity
≥99%
Packaging
5g
Price
$209
Updated
2023/01/06
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8-Bromoisoquinoline Chemical Properties,Usage,Production

Chemical Properties

Yellow powder

Uses

8-Bromoisoquinoline is an intermediate used to prepare 4-?((2-?Hydroxy-?3-?methoxybenzyl)?amino)?benzenesulfonamide derivatives as potent and selective inhibitors of 12-?Lipoxygenase. It is also used in the synthesis of selective excitatory amino acid transporter subtype 1 (EAAT1) Inhibitor UCPH-?102.

Synthesis

6630-33-7

22483-09-6

63927-22-0

1. 2-Bromobenzaldehyde (50 g, 270 mmol), aminoglyoxal dimethyl acetal (28.4 g, 270 mmol) and toluene (400 mL) were mixed under argon protection and heated to reflux. The dehydration reaction was carried out for 2.0 hours using a Dean-Stark apparatus. After dehydration was completed, reflux was continued for 1.0 hour. 2. Upon completion of the reaction, toluene was removed by evaporation under reduced pressure, the residue was dissolved in dichloromethane (600 mL), and the solution was cooled to 0°C. The reaction was then purged by evaporation under reduced pressure. 3. Aluminum chloride (118.9 g, 891.7 mmol) was slowly added to the cooled solution under argon protection, and the reaction mixture was then stirred at 45°C for 2.0 hours. 4. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice water. 5. The dichloromethane layer was separated by alkalizing the mixture with 10% sodium hydroxide solution. The aqueous layer was re-extracted with dichloromethane (2 x 100mL). 6. The methylene chloride layer was combined, washed with brine and dried over anhydrous sodium sulfate. 7. The dichloromethane was removed by evaporation and the residue was purified by column chromatography on silica gel (100-200 mesh) to afford 8-bromoisoquinoline as an off-white solid (28 g, 49.8% yield) using a 5-8% ethyl acetate solution in hexane as the mobile phase. MS (ESI) m/z: 208 [M(79Br)+1], 210 [M(81Br)+1]; 1H NMR (400 MHz, DMSO-d6): δ 7.17 (t, J=7.8 Hz, 1H); 7.91 (d, J=6.0 Hz, 1H); 8.02 (d, J=8.4 Hz, 1H); 8.05 (d, J= 8.8 Hz, 1H); 8.65 (d, J=5.2 Hz, 1H); 9.48 (s, 1H).

References

[1] Patent: WO2016/21742, 2016, A1. Location in patent: Paragraph 0222; 0223

8-Bromoisoquinoline Preparation Products And Raw materials

Raw materials

Isoquinoline Ammonium hydroxide N-Bromosuccinimide N,N-Dimethylformamide Potassium iodide Triethylamine Palladium Sodium nitrite 2-Bromobenzaldehyde Hydrochloric acid Methanol Sodium hydroxide Phosphorus pentoxide 2,2-Diethoxyethylamine Sulfuric acid Potassium nitrate

Preparation Products

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View Lastest Price from 8-Bromoisoquinoline manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
8-Bromoisoquinoline 63927-22-0
Price
US $2.20-8.80/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-06-13
Hebei Chuanghai Biotechnology Co., Ltd
Product
8-Bromoisoquinoline 63927-22-0
Price
US $9.80/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 tons
Release date
2024-10-25
Henan Aochuang Chemical Co.,Ltd.
Product
8-Bromoisoquinoline 63927-22-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-10

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